Date published: 2025-12-18

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Fructosazine (CAS 13185-73-4)

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Alternate Names:
2,5-bis(D-Arabinotetrahydroxybutyl)pyrazine
Application:
Fructosazine is a therapeutic agent
CAS Number:
13185-73-4
Purity:
≥94%
Molecular Weight:
320.30
Molecular Formula:
C12H20N2O8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Fructosazine, a glucose-derived Amadori product, plays a crucial role in studies focused on the non-enzymatic glycation of proteins, a fundamental biochemical process with implications in various biological systems. This chemical serves as a primary research tool in understanding the early stages of Maillard reaction products formation, which is essential for studying the impact of glycation on protein function and structure. Fructosazine′s mechanism of action involves the modification of amino groups in proteins through the glycation process, which can affect protein folding and lead to the formation of advanced glycation end-products (AGEs). In research, fructosazine is utilized to simulate and study these modifications in controlled environments, providing insights into the dynamics of protein glycation without the complexities of living systems. Additionally, it is employed in the development and calibration of analytical techniques aimed at detecting and quantifying glycated proteins, essential for advancing methodologies in protein research. The study of fructosazine and its interactions offers significant insights into the non-enzymatic glycation pathways, crucial for a deeper understanding of cellular aging, protein turnover, and the biochemical basis of degenerative conditions.


Fructosazine (CAS 13185-73-4) References

  1. Glucosamine condensation catalyzed by 1-ethyl-3-methylimidazolium acetate: mechanistic insight from NMR spectroscopy.  |  Jia, L., et al. 2015. Phys Chem Chem Phys. 17: 23173-82. PMID: 26278065
  2. Iron (Fe(2+))-Catalyzed Glucosamine Browning at 50 °C: Identification and Quantification of Major Flavor Compounds for Antibacterial Activity.  |  Hrynets, Y., et al. 2016. J Agric Food Chem. 64: 3266-75. PMID: 27043007
  3. Fructosazine, a Polyhydroxyalkylpyrazine with Antimicrobial Activity: Mechanism of Inhibition against Extremely Heat Resistant Escherichia coli.  |  Bhattacherjee, A., et al. 2016. J Agric Food Chem. 64: 8530-8539. PMID: 27776403
  4. Transport of the Glucosamine-Derived Browning Product Fructosazine (Polyhydroxyalkylpyrazine) Across the Human Intestinal Caco-2 Cell Monolayer: Role of the Hexose Transporters.  |  Bhattacherjee, A., et al. 2017. J Agric Food Chem. 65: 4642-4650. PMID: 28535336
  5. Sous-Vide Nonenzymatic Browning of Glucosamine at Different Temperatures.  |  Dhungel, P., et al. 2018. J Agric Food Chem. 66: 4521-4530. PMID: 29658276
  6. Improved bactericidal capacity of UV-B radiation against E. coli strains by photosensitizing bacteria with fructosazine - An advanced Maillard reaction product.  |  Bhattacherjee, A., et al. 2019. Food Chem. 271: 354-361. PMID: 30236687
  7. Cold non-enzymatic browning of glucosamine in the presence of metmyoglobin induces glucosone and deoxymyoglobin formation.  |  Zhao, X., et al. 2020. Food Chem. 305: 125504. PMID: 31606691
  8. The effect of amino acids on non-enzymatic browning of glucosamine: Generation of butterscotch aromatic and bioactive health compounds without detectable levels of neo-formed alkylimidazoles.  |  Dhungel, P., et al. 2020. Food Chem. 308: 125612. PMID: 31670192
  9. Amino Acid Ionic Liquids Catalyzed d-Glucosamine into Pyrazine Derivatives: Insight from NMR Spectroscopy.  |  Liu, P., et al. 2021. J Agric Food Chem. 69: 2403-2411. PMID: 33595305

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Fructosazine, 1 mg

sc-211545A
1 mg
$170.00

Fructosazine, 2 mg

sc-211545B
2 mg
$230.00

Fructosazine, 5 mg

sc-211545C
5 mg
$270.00

Fructosazine, 10 mg

sc-211545
10 mg
$320.00

Fructosazine, 25 mg

sc-211545D
25 mg
$793.00

Fructosazine, 100 mg

sc-211545E
100 mg
$2400.00